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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2094661Generated: November 3, 2026

Sodium methanethiolate → 4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester

https://huagongshe.com/reaction/2094661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant4-Nitro-3-(2-m-tolyl-ethoxy)-benzoic acid methyl esterHCID 67076436—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Product4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl esterHCID 6707675866.5%

Reaction Steps

The compound of step 1 (900 mg, 2.85 mmol) was dissolved in 1,3-dimethyl-2-imidazolidinone (6 ml), and sodium methanethiolate (0.23 g, 3.29 mmol) was added. The mixture was reacted at room temperature for 60 h, then partitioned between a saturated sodium chloride solution and EA, and the aqueous phase extracted with EA. The organic extracts were dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to give 600 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445530B2
Source datasetuspto-grants-2013_05
ORD IDord-921b3cae3e7041859bd36b352beaacca
Source noteuspto-grants-2013_05